1.0 2010-04-08 22:11:26 UTC 2018-05-29 01:14:12 UTC FDB014716 Nigakihemiacetal B Constituent of Quassia amara (Surinam quassia) 16-Hydroxy-2,12-dimethoxy-picrasa-2,12-diene-1,11-dione Neoquassin Neoquassine Picrasa-2,12-diene-1, 11-dione, 16-hydroxy-2,12-dimethoxy- Picrasa-2,12-diene-1,11-dione, 16-hydroxy-2,12-dimethoxy- Simalikahemiacetal A C22H30O6 390.47 390.204238692 11-hydroxy-4,15-dimethoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-4,14-diene-3,16-dione neoquassin 76-77-7 COC1=CC(C)C2CC3OC(O)CC4C(C)=C(OC)C(=O)C(C34C)C2(C)C1=O InChI=1S/C22H30O6/c1-10-7-14(26-5)20(25)22(4)12(10)8-15-21(3)13(9-16(23)28-15)11(2)18(27-6)17(24)19(21)22/h7,10,12-13,15-16,19,23H,8-9H2,1-6H3 BDQNCUODBJZKIY-UHFFFAOYSA-N belongs to the class of organic compounds known as quassinoids. These are a group of compounds chemically degraded from triterpenes. According to their basic skeleton, quassinoids are categorized into five distinct groups, C-18, C-19, C-20, C-22 and C-25 types. The C-20 quassinoids can be further classified into two types, tetracyclic and the pentacyclic. The tetracyclic variety does not have oxygenation at C-20, while the pentacyclic quassinoids possess additional oxygenation at C-20 that allows for the formation of an additional ring. Quassinoids Organic compounds Lipids and lipid-like molecules Prenol lipids Terpene lactones Aliphatic heteropolycyclic compounds Cyclohexenones Hemiacetals Hydrocarbon derivatives Naphthalenes Naphthopyrans Organic oxides Oxacyclic compounds Oxanes Pyrans Aliphatic heteropolycyclic compound Carbonyl group Cyclohexenone Hemiacetal Hydrocarbon derivative Ketone Naphthalene Naphthopyran Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Pyran Quassinoid logp 2.22 ALOGPS logs -3.40 ALOGPS solubility 1.55e-01 g/l ALOGPS melting_point Mp 230.5-231° logp 2.02 ChemAxon pka_strongest_acidic 12.45 ChemAxon pka_strongest_basic -3.9 ChemAxon iupac 11-hydroxy-4,15-dimethoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-4,14-diene-3,16-dione ChemAxon average_mass 390.47 ChemAxon mono_mass 390.204238692 ChemAxon smiles COC1=CC(C)C2CC3OC(O)CC4C(C)=C(OC)C(=O)C(C34C)C2(C)C1=O ChemAxon formula C22H30O6 ChemAxon inchi InChI=1S/C22H30O6/c1-10-7-14(26-5)20(25)22(4)12(10)8-15-21(3)13(9-16(23)28-15)11(2)18(27-6)17(24)19(21)22/h7,10,12-13,15-16,19,23H,8-9H2,1-6H3 ChemAxon inchikey BDQNCUODBJZKIY-UHFFFAOYSA-N ChemAxon polar_surface_area 82.06 ChemAxon refractivity 105.59 ChemAxon polarizability 41.79 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 6 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 16598 Specdb::CMs 44644 Specdb::CMs 154266 Specdb::MsMs 55371 Specdb::MsMs 55372 Specdb::MsMs 55373 Specdb::MsMs 110508 Specdb::MsMs 110509 Specdb::MsMs 110510 Specdb::MsMs 2412124 Specdb::MsMs 2412125 Specdb::MsMs 2412126 Specdb::MsMs 2550878 Specdb::MsMs 2550879 Specdb::MsMs 2550880 HMDB35922 #<Reference:0x000055ce32cf92b0> bitter